Villas and Holiday homes in Anguilla

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Anguilla holiday homes
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356 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 356 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

Ocean View House With Gym Sauna & Plunge Pool - Anguilla
10 6 reviews

Ocean View House With Gym Sauna & Plunge Pool

house
This guest house in West End is a 1-minute walk from the Anguilla Arch and a 2-minute walk to a secluded beach.
Offering accommodation for two guests, this modern apartment boasts ocean views, a private cinema room with a bar and arcade machines, a games area with a pool table and air hockey, and access to a large gym and an indoor pool with a sauna.
Villa Steps From The Beach - Anguilla
10 3 reviews

Villa Steps From The Beach

house
This luxurious five-bedroom Limestone Bay villa, a two-minute stroll from a secluded white-sand beach, offers 1022 square metres of Moroccan-inspired living space.
The property boasts a private infinity pool, fitness centre, and ample parking, sleeping up to ten guests in king-size suites, each with an en-suite bathroom and included housekeeping.
Château Genesis : Cozy Caribbean Retreat - Anguilla
10 5 reviews

Château Genesis : Cozy Caribbean Retreat

house, West End
This West End Village villa is less than 2km from Barnes Bay and Meads Bay, offering easy access to Anguilla Arch and West End Bay.
The three-bedroom property boasts a private fenced yard, swimming pool, fitness centre, and fully equipped kitchen, alongside concierge services and free Wi-Fi; nearby amenities include barbecue grills and laundry facilities.
Amazing Views In A Beautiful Villa - Anguilla
9.1 9 reviews

Amazing Views In A Beautiful Villa

house
This stunning four-bedroom villa in Seafeathers offers breathtaking Caribbean Sea views and is located just a short distance from the town centre and popular beaches. The property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The villa is spacious and tranquil, perfect for a relaxing getaway. Guests can enjoy a private swimming pool, a garden, a gazebo with a bar, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.

Best family friendly Anguilla villas and holiday home

Among the 356 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

Stunning Ocean Front Shoal Bay Villa - Anguilla
9.9 40 reviews

Stunning Ocean Front Shoal Bay Villa

apartment, The Valley
Villa Abbey is situated in Shoal Bay East, Anguilla, just a two-minute walk from the beach, restaurants, bars, and the Zemi Resort, offering a peaceful and convenient location. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This spacious four-bedroom villa comfortably accommodates up to 10 guests. The villa offers a range of amenities, including a private pool, a fully equipped kitchen, a terrace with outdoor dining furniture, and access to a private beach.
Delightful Island Home With 4br & Amazing Views - Anguilla
10 1 review

Delightful Island Home With 4br & Amazing Views

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This gated villa offers a secure island retreat, conveniently situated for access to supermarkets, beaches, and restaurants within 2 kilometres, whilst maintaining a secluded atmosphere.
This 4-bedroom, 2-bathroom property accommodates up to 8 guests and features air conditioning, a garden, parking, and complimentary internet, making it an affordable option for families or groups.
2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
10 3 reviews

2 Pools/2 Hot Tubs/2 Golf Carts - 2 Min. To Beach

house
This family-friendly villa is located in West End Village, just a 15-minute walk from Cove Bay, Meads Bay Pond, and Meads Bay. Guests have consistently rated the property excellent for its location, cleanliness, and overall experience.
The villa offers a private pool and a jetted tub for a relaxing stay. Enjoy a range of amenities including a fitness centre, spa services, a restaurant, and a bar, all within the complex.
Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate. - Anguilla
10 3 reviews

Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate.

house, The Valley
This Balinese-inspired beachfront villa is located on Long Bay in the fashionable west end of Anguilla, with direct access to a half-mile of pristine white sand beach. The property has received excellent user ratings, making it a popular choice for discerning travellers.
The spacious nine-bedroom property spans 613 square metres and offers a range of luxurious amenities, including a gourmet kitchen, heated pool, hot tub, gym, tennis/basketball court, movie theatre, golf simulator room, and watersports. Guests can also enjoy a full-time chef, daily breakfast, a select house bar, and arrival/departure ground transfers as part of the Heavenly Package.

Frequently asked questions about villa rentals in Anguilla

  • What are the must-see attractions in Anguilla?

    Anguilla boasts stunning beaches, of course! Shoal Bay East consistently ranks among the world's best. Then there's Rendezvous Bay, Meads Bay, and Maundays Bay, each with its own unique charm. Beyond the beaches, explore the historic Wallblake House, a beautifully preserved Georgian mansion offering a glimpse into Anguilla's past. For breathtaking views, head to the Little Bay, a secluded cove accessible only by boat or a short, somewhat challenging hike. The island also offers excellent opportunities for snorkeling and diving, with many operators offering excursions to explore the vibrant coral reefs.
  • What are the best villa rentals in Anguilla?

  • Which airports are best for accessing Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's conveniently located and well-connected to other Caribbean islands and the US. Many travellers fly into a larger hub like San Juan (SJU) in Puerto Rico, or Antigua (ANU), and then take a short connecting flight to Anguilla.
  • What are the best villa rentals with a pool in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the best villa rentals with a jacuzzi in Anguilla?

  • How safe is it to drive in Anguilla?

    Driving in Anguilla is generally safe, but the roads can be narrow and winding in places, particularly outside the main towns. Remember to drive on the left-hand side of the road. Renting a car can be a convenient way to explore the island at your own pace, but many visitors choose to rely on taxis or organised tours instead.
  • What are the best villa rentals for families and kids in Anguilla?

  • How can you avoid cultural misunderstandings while in Anguilla?

    Anguillians are known for their warm hospitality and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or other religious sites, is always appreciated. Take your time, relax, and enjoy the island's unique culture at your own pace.
  • What are the best pet friendly villa rentals in Anguilla?

  • What are the headline festivals hosted in Anguilla?

    Anguilla hosts several festivals throughout the year. The Anguilla Summer Festival is a major event, usually taking place in July and August, featuring music, dancing, and cultural performances. The Anguilla Festival of the Arts takes place in April, showcasing local talent in visual arts, music, and performing arts. There are also several smaller, community-based festivals celebrating local traditions and heritage.
  • What are the best villa rentals with parking in Anguilla?

  • Which locations in Anguilla are reputed for excellent weather?

    Anguilla enjoys a tropical climate year-round, with consistently warm temperatures and sunshine. However, the best time to visit is typically during the dry season, from December to May, when rainfall is minimal. All areas of the island benefit from this generally excellent weather, but locations along the west coast, such as Meads Bay, often experience slightly calmer sea conditions.
  • Where are the best spots for a weekend stay in Anguilla?

    For a weekend getaway, many visitors opt for hotels in the areas around Meads Bay or Shoal Bay East. These locations offer easy access to some of the island's most beautiful beaches and a good selection of restaurants and bars. Smaller boutique hotels and guesthouses provide a more intimate experience.
  • Where are the best places to stay for a week in Anguilla?

    A week-long stay gives you more time to explore the island. Consider staying in a villa rental in areas like West End, offering more privacy and space. Alternatively, staying in a resort near Shoal Bay East or Rendezvous Bay provides convenient access to amenities and activities. The choice really depends on your preferences and budget.

Best Anguilla villas and holiday homes with a kitchen

Champagne Shores - Anguilla
10 2 reviews

Champagne Shores

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This luxurious five-bedroom oceanfront villa in Blowing Point, Anguilla, boasts secluded beach access and is situated 6.4km from the Cuisinart Resort golf course.
The property offers a private pool and hot tub, five ensuite bathrooms, a fully equipped kitchen, and can comfortably accommodate up to ten guests, with in-villa amenities including a wine fridge and a meet and greet service.
Cozy, Peaceful And Relaxing - Anguilla
9.0 2 reviews

Cozy, Peaceful And Relaxing

house
This charming house sits on a hilltop in The Valley, Anguilla, offering stunning views of St. Martin/St. Maarten and is just a short distance from the beaches and shops of the town. The Valley is the island's capital, making this property a great base for exploring Anguilla.
This comfortable property can accommodate up to six guests and offers a range of amenities to make your stay enjoyable. The house features a swimming pool, jacuzzi, and daily cleaning services, as well as additional amenities like car rental, babysitting, and complimentary massages.
Cliffside 4-bedroom Villa W/ Pool Near Beach - Anguilla
No reviews

Cliffside 4-bedroom Villa W/ Pool Near Beach

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Villa Le Rêve Bleu, a modern villa, is located in the secluded Black Garden district of Anguilla, offering a tranquil escape with panoramic sea views.
This luxurious villa accommodates up to 8 guests with 4 bedrooms and 5 bathrooms, featuring an infinity pool, air conditioning, a Jacuzzi, a garden, a bar, and parking, all complemented by 5-star service from Rêve Noir, including complimentary airport transfers.
Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
9.4 13 reviews

Villa Grande Downstairs Oceanview W/ Pool | 2br

house
This villa in Island Harbour offers direct access to a swimming pool and stunning ocean views, located just minutes from Anguilla's premier beaches, dining, and entertainment.
This accessible 2-bedroom, 2-bathroom property sleeps 4 guests and features a fully equipped kitchen, on-site parking, and a patio overlooking the sea, ideal for those seeking a relaxing Caribbean getaway.

Best Anguilla villas and holiday homes with parking

Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

house
Sand Villa is a luxurious five-bedroom property situated on the secluded Long Bay Beach, just a short distance from golf courses and the best restaurants in the West End. It has consistently received excellent ratings for user experience, location, and cleanliness.
The villa offers four master suites with luxurious ensuite bathrooms and can accommodate up to twelve guests. Guests can enjoy a private heated infinity pool, hot tub, oceanfront terrace, a fully equipped kitchen, a fitness centre, and a range of activities including kayaking, paddleboarding, and fishing.
Santosha Estate, Private Resort All To Yourselves - Anguilla
No reviews

Santosha Estate, Private Resort All To Yourselves

house
Santosha Estate, a luxurious beachfront property in Long Bay, Anguilla, is situated near West End Village.
This nine-bedroom villa, boasting 836 square metres of floor space, offers multiple kitchens, a private pool and jacuzzi, a fitness centre, and sleeps up to 21 guests, with additional amenities including tennis and pickleball courts, kayaks and paddleboards.
1 Bd Apt At Da'vida's Crocus Bay #3 - Anguilla
9.9 36 reviews

1 Bd Apt At Da'vida's Crocus Bay #3

house
This charming cottage is located just 20 seconds from the stunning Crocus Bay beach, a 5-minute drive from the airport, and a short drive from The Valley and the popular Shoal Bay East. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage features one bedroom and one bathroom, accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and convenient stay.
Sunny Bluu Villas - Anguilla
9.3 3 reviews

Sunny Bluu Villas

house, Meads Bay
This villa is situated in Meads Bay, 9.9 kilometres from Anguilla Airport and a short distance from Meads Bay Beach.
This family-friendly villa offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a kitchen with a fridge and microwave oven, and private parking, with a floor area of 9 square metres.
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